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The technically most significant use of ethenone is the synthesis of sorbic acid by reaction with 2-butenal (crotonaldehyde) in toluene at about 50 °C in the presence of zinc salts of long-chain carboxylic acids. This produces a polyester of 3-hydroxy-4-hexenoic acid, which is thermally [22] or hydrolytically depolymerized to sorbic acid.
Cyclohexanone is produced by the oxidation of cyclohexane in air, typically using cobalt catalysts: [11]. C 6 H 12 + O 2 → (CH 2) 5 CO + H 2 O. This process forms cyclohexanol as a by-product, and this mixture, called "KA Oil" for ketone-alcohol oil, is the main feedstock for the production of adipic acid.
[1] It is produced industrially by the hydrogenation of cyclohexanone in the presence of hydrogen sulfide over a metal sulfide catalyst: C 6 H 10 O + H 2 S + H 2 → C 6 H 11 SH + H 2 O. It is also obtained by the addition of hydrogen sulfide to cyclohexene in the presence of nickel sulfide. [2]
Cyclohexane is a colourless, flammable liquid with a distinctive detergent-like odor, reminiscent of cleaning products (in which it is sometimes used). Cyclohexane is mainly used for the industrial production of adipic acid and caprolactam, which are precursors to nylon. [5] Cyclohexyl (C 6 H 11) is the alkyl substituent of cyclohexane and is ...
2 c 6 h 12 + o 2 → 2 c 6 h 11 oh This process coforms cyclohexanone , and this mixture ("KA oil" for ketone-alcohol oil) is the main feedstock for the production of adipic acid . The oxidation involves radicals and the intermediacy of the hydroperoxide C 6 H 11 O 2 H. Alternatively, cyclohexanol can be produced by the hydrogenation of phenol :
Benzene is converted to cyclohexylbenzene by acid-catalyzed alkylation with cyclohexene. [6] Cyclohexylbenzene is a precursor to both phenol and cyclohexanone. [7] Hydration of cyclohexene gives cyclohexanol, which can be dehydrogenated to give cyclohexanone, a precursor to caprolactam. [8] The oxidative cleavage of cyclohexene gives adipic acid.
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36 J/(mol·K) at –87.0 °C crystal II → crystal I Liquid properties Std enthalpy change of formation, Δ f H o liquid –156.4 kJ/mol Standard molar entropy, S o liquid: 204 J/(mol K) Enthalpy of combustion, Δ c H o –3919.6 kJ/mol Heat capacity, c p: 156 J/(mol K) or 1.85 J/(g K) Gas properties Std enthalpy change of formation, Δ f H o ...